I believe this is the current version of CertSage:
But last I knew it didn't automate on a schedule; so you'd still need to run it every couple months. Might make the process less painful than manually copying from your local system, though.
Certsage also won't get you the wildcard cert, but I'm guessing that you may be able to just use the real subdomains you're using in there as additional names, rather than using a wildcard.
Or, you might want to switch to a hosting provider (or maybe a "better" hosting plan from your current provider?) that has HTTPS built in, since there's really no excuse for providers to make things so difficult.